HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexene → 2,3-Dimethyl-4-hydroxy-7-methoxyindole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexene | HCID 8079 | — |
| Reactant | 4-Benzyloxy-2,3-dimethyl-7-methoxyindole | HCID 18962527 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2,3-Dimethyl-4-hydroxy-7-methoxyindole | HCID 18459491 | — |
Reaction Steps
0.14 mole (39.5 g) of 4-benzyloxy-2,3-dimethyl-7-methoxyindole and 4 g of 10% palladium-on-charcoal in 120 ml of 96° ethanol to which has been added 80 ml of cyclohexene is heated under reflux. After 1 hour 30 minutes the catalyst is removed by hot filtration. The desired product is obtained by concentrating the filtrate to dryness. It is purified by dissolving it hot in isopropyl ether, filtering in the presence of charcoal and evaporating the filtrate to dryness. It melts at 164° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05354870 |
| Source dataset | uspto-grants-1994_10 |
| ORD ID | ord-0301f58703a7447a941cc2925012897b |
| Source note | uspto-grants-1994_10 |